Reacción #2789

Ecuación de reacción

2-cyano-1-phosphonoethanesulfonate

hydrogen

→

3-Amino-1-phosphonopropanesulfonic Acid

Disolventes

ammonia

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITthe mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours
2. 2
   FiltraciónThe catalyst is filtered off
3. 3
   Otrothe filtrate is evaporated
4. 4
   Otrodry
5. 5
   OtroThe product is purified
6. 6
   workup.DISSOLUTIONby dissolving the residue in water
7. 7
   workup.ADDITIONadding ethanol
8. 8
   Otroto give a precipitate
9. 9
   Otrocollecting the solids
10. 10
    Filtraciónby filtration
11. 11
    OtroFurther purification
12. 12
    Otroby again recrystallizing from water/ethanol

Procedimiento

The hydrogenation of 2-cyano-1-phosphonoethanesulfonate is carried out using the hydrogenation technique of Freifelder (J. Am. Chem. Soc., 82, 2386 (1960)). The cyano compound (2.15 g; 0.01 mole) is placed in 20 ml of 10% methanolic ammonia. Rhodium on alumina (5%) catalyst (0.5 g) is added, and the mixture is hydrogenated at 40 PSI on a Parr apparatus for several hours (until uptake of hydrogen is complete). The catalyst is filtered off, and the filtrate is evaporated dry. The product is purified by dissolving the residue in water, adding ethanol to give a precipitate, and collecting the solids by filtration. Further purification is accomplished by again recrystallizing from water/ethanol.

Fuente